My only problem with the two listed options is that they both require him to renege on important political capital. I'd rather go for some arbitraging then (perhaps with time-turn earned lottery start-up capital).

If smartly done he'd find the number of some lottery tickets, #5 or #6; buy said tickets and get the memory removed of why and how he did it.

... In general a time turner should make the whole money-making part easier than what's worth thinking about.